For sale

$269,000

Est. $1,891/mo —

•

2,340

sq ft

1008 Windham Rd, South Windham, CT 06266

About this home

Do you need an IN-LAW apartment? A Home business? May even be a possible 2 family. It's Possible with this home. Check the Town Hall for all possibilities. VERY LARGE single-family home with 5 bedrooms and 1 1/2 bathrooms. Nice yard, HUGE Dining room, Large Kitchen, a dramatic entrance to the second level!!! Two separate decks, bay windows with lots of natural light. Property needs some work, but the elbow grease will make you TONS of equity. Come look and make an offer!!!

INVESTORS AND THOSE WANTING AN EXTRA-LARGE HOME WITH MANY POSSIBILITIES!!

Single-familyProperty Type

1950Year Built

0.67 acresLot Size

$115Price/Sq.Ft.

5 spacesParking

Listed by Victoria Schroeder • Kazantzis Real Estate, LLC

Contact: Agent Attribution Contact: (860) 383-6467 | Office Attribution Contact: (860) 774-2733

Source:Smart MLS #24190067

Payment calculator

$1,891 per month

Principal and interest$1,343

Property taxes

$452

HOA dues

Home insurance

$96

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (7)

OPEN WED, 5PM TO 6:30PM
$399,900
3 beds2 baths1,643 sq ft
273 Hartford Rd, Brooklyn, CT 06234
OPEN SAT, 10AM TO 12PM
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5 beds1.5 baths3,336 sq ft
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OPEN SAT, 11AM TO 1PM
$489,900
4 beds2.5 baths2,856 sq ft
415 Jerusalem Rd, Windham, CT 06280
OPEN SAT, 11AM TO 1PM
$350,000
3 beds2 baths1,228 sq ft
15 Cracow Ave, Windham, CT 06280
OPEN SAT, 12PM TO 2PM
$369,900
3 beds1.5 baths1,832 sq ft
25 Lyman Hill Rd, Norwich, CT 06360
OPEN SUN TO 2PM
$1,200,000
5 beds6.5 baths8,840 sq ft
34 Maxfelix Dr, Storrs Mansfield, CT 06268
OPEN SUN, 12PM TO 1:30PM
$199,900
2 beds1.5 baths1,492 sq ft
29 Kathleen Dr Unit 3B, Willimantic, CT 06226

Around this home

Schools

K - 12
Preschool & daycare

Windham Center School

Public K-5 • Assigned • 2.2mi

4/10

Charles High Barrows Stem Academy

Public K-8 • Assigned • 3.4mi

5/10

Windham High School

Public 9-12 • Assigned • 4.6mi

2/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Offer insights

1008 Windham Rd · $269,000

Strong offer

$279K and above

75% chance or better to win

Why $279K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 25 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

About offer insights

Property details

Interior
Exterior
Finance

Interior features
9 total rooms
In-law apartment possible
Partial basement with walk-out
Has attic with access via hatch

Bedrooms
5 bedrooms

Bathrooms
1 full bath
1 half bath

Kitchen
Oven/Range
Refrigerator

Laundry & utility
Electric domestic hot water

Heating & cooling
Hot air heating
Oil-fired heat (above-ground fuel tank)

Sale and tax history for 1008 Windham Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24190067

Jul 7, 2026

Listed

$269,000

$115/sq ft

Smart MLS #24156015

Mar 18, 2026

Listing Removed

—

Feb 24, 2026

Listed

$269,000

$115/sq ft

Smart MLS #G10042340

Mar 31, 2016

Sold

$107,000

$46/sq ft

May 5, 2015

Listed

$115,900

$50/sq ft

Attractive Gambrel Colonial with Generous Sized Rooms. Unique First and Second Level Exterior Entrances. Use the Moat Bridge (minus the water) to Enter the Second Level from the Top Driveway or use the Main Level Entry from the Lower Driveway to Enter the Main Living Area of the Home. Paved Driveways with Two Parking Areas; one at Street Level and the other at the Lower Ground Level. Potential in Home Business or In-Law with Necessary Town Approvals. Kitchen with Center Island & Excellent Counter & Cabinet Space. Partially Open to Spacious Dining Room with Bay Window. Living Room with Sliding Doors to Side Deck. One Main Level Bedroom and Remaining 4 Bedrooms Located on the Second Level. Den/Office Located on Second Level. Generous Size Full Bath and Half Bath. Oversized Enclosed Porch Overlooking Level Yard and Second Deck. Updates Include Septic 1996, Water Heater 2002, Hallmark Furnace, 200 amp Electric, Roof 2006, Replacement Windows (prior to 1995), Well Pump 2004. Walk-out Lower Level.

Public Records

Nov 22, 1993

Sold

$119,000

$51/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$4,726 (+2.6%)

$29,120 + $92,650

$121,770

2022

$4,604 (−4.1%)

$29,120 + $92,650

$121,770

2021

$4,799 (+1.3%)

$29,120 + $92,650

$121,770

2020

$4,737 (+1.3%)

$29,120 + $92,650

$121,770

2019

$4,676 (+4.3%)

$29,120 + $92,650

$121,770

2017

$4,485 (+12.2%)

$23,780 + $92,620

$116,400

2015

$3,998 (+6.0%)

$23,780 + $92,620

$116,400

2014

$3,773 (−14.9%)

$23,780 + $92,620

$116,400

2011

$4,434

$30,460 + $122,120

$152,580

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

0.67 Acres

Year renovated

—

Finished Sq. Ft.

2,340

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,340

Year built

1950

Style

Single Family Residential

County

Windham County

APN

1729789

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 17 days in 30 years

6/10 Wind Factor

54% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

South Windham, CT • 06266

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

76/ 100

Good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9 hrs

3.2 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 1008 Windham Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $160,000 and $450,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $160K to $450K.

SOLD MAR 27, 2026
$362,900 Last sold price
3 beds3 baths2,128 sq ft
91 Insalaco Dr, Windham, CT 06280
$56/sq ft
larger lot
55 years newer
SOLD JUN 9, 2026
$160,000 Last sold price
3 beds1 bath2,219 sq ft
363 Windham Rd, Willimantic, CT 06226
$43/sq ft
40 years older
SOLD AUG 17, 2026
$190,000 Last sold price
4 beds1.5 baths2,758 sq ft
26 Plains Rd, Windham, CT 06280
$46/sq ft
smaller lot
218 years older
SOLD DEC 30, 2025
$249,000 Last sold price
2 beds1.5 baths1,380 sq ft
10 North Rd, Windham, CT 06280
$65/sq ft
smaller lot
170 years older
SOLD DEC 3, 2025
$240,000 Last sold price
2 beds1.5 baths2,396 sq ft
84 Machine Shop Hill Rd, South Windham, CT 06266
$15/sq ft
larger lot
17 years newer
SOLD MAR 20, 2026
$450,000 Last sold price
3 beds2.5 baths2,136 sq ft
55 Tuckie Rd, Windham, CT 06280
$96/sq ft
larger lot
55 years newer

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Early Access listings

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3 beds1.5 baths928 sq ft

188 Cianci Rd, New Britain, CT 06053

EARLY ACCESSCOMPASS COMING SOON

$750,000

4 beds3 baths2,166 sq ft

25 Warren Ave, Fairfield, CT 06825

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New listings for sale in 06266

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Details provided by Smart MLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Mortgage resources

See this home in person

Nearby open houses (7)

Around this home

Schools

Lifestyle

Offer insights

Property details

Sale and tax history for 1008 Windham Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 1008 Windham Rd

Early Access listings

Nearby similar homes

New listings for sale in 06266

More real estate resources